Villas and Holiday homes in Anguilla

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Anguilla holiday homes
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356 Villa rentals in Anguilla

Best Anguilla villas and holiday homes with a pool

Among the 356 accommodations in Anguilla, here are the 4 best villas and holiday homes with a pool

Sand Villa On Long Bay Beach. Staffed Luxury Oasis - Anguilla
10 3 reviews

Sand Villa On Long Bay Beach. Staffed Luxury Oasis

house
Sand Villa is a luxurious five-bedroom property situated on the secluded Long Bay Beach, just a short distance from golf courses and the best restaurants in the West End. It has consistently received excellent ratings for user experience, location, and cleanliness.
The villa offers four master suites with luxurious ensuite bathrooms and can accommodate up to twelve guests. Guests can enjoy a private heated infinity pool, hot tub, oceanfront terrace, a fully equipped kitchen, a fitness centre, and a range of activities including kayaking, paddleboarding, and fishing.
Alkera - Anguilla
No reviews

Alkera

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This five-bedroom Anguilla villa is located in Shoal Bay Village, offering direct beach access to Shoal Bay's sands.
The property boasts seven bathrooms, an infinity pool, a bar, fitness centre, and sleeps up to ten guests, including daily housekeeping and concierge services.
Villa Grande (Up) Oceanview Escape |2 Bed 2.5 Bath - Anguilla
10 8 reviews

Villa Grande (Up) Oceanview Escape |2 Bed 2.5 Bath

house
This two-bedroom house in Island Harbour is ideally located within easy reach of the island's beaches, restaurants and nightlife.
The property boasts a swimming pool, air conditioning and parking, making it perfect for families or groups of up to four people.
White Sands Anguilla - Sea - Anguilla
9.7 58 reviews

White Sands Anguilla - Sea

house, Blowing Point Village
This beautiful villa is located in Blowing Point Village, just 6.9 miles from Shoal Bay and 3.7 miles from Anguilla Airport, making it a convenient base for exploring the island. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The spacious villa offers 232 square metres of living space and can comfortably accommodate up to 6 guests. It features a fully equipped kitchen, a private patio with outdoor dining, a hot tub, and a swimming pool, as well as laundry services, air conditioning, and free Wi-Fi.

Best family friendly Anguilla villas and holiday home

Among the 356 accommodations in Anguilla, here are the 4 best family friendly villas and holiday homes

2 Pools/2 Hot Tubs/2 Golf Carts - 2 Min. To Beach - Anguilla
10 3 reviews

2 Pools/2 Hot Tubs/2 Golf Carts - 2 Min. To Beach

house
This family-friendly villa is located in West End Village, just a 15-minute walk from Cove Bay, Meads Bay Pond, and Meads Bay. Guests have consistently rated the property excellent for its location, cleanliness, and overall experience.
The villa offers a private pool and a jetted tub for a relaxing stay. Enjoy a range of amenities including a fitness centre, spa services, a restaurant, and a bar, all within the complex.
6 Br Villa With Concierge, Amenities, & Pool - Anguilla
9.3 6 reviews

6 Br Villa With Concierge, Amenities, & Pool

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This six-bedroom, six-and-a-half-bathroom Anguilla villa is situated in a secluded hillside community, a short 8-24 km drive from Crocus Bay's restaurants and beaches.
The property boasts a private infinity pool, a 24-hour fitness centre (hours may vary seasonally), and caters to groups of up to twelve guests, offering complimentary beach access to Crocus Bay and Rendezvous Bay on selected days.
Chinaberry Villa - Anguilla
9.9 34 reviews

Chinaberry Villa

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The Chinaberry Villa is situated in Rendezvous Bay, Anguilla, a 5-minute walk from the beach, offering a peaceful escape in a beautiful location. The villa has received excellent ratings for its cleanliness, location, and overall experience.
The villa is a one-bedroom property with a king-size bed and a comfortable sitting area, suitable for two guests. It has a fully equipped kitchen and bathroom, a garden, air conditioning, parking, and internet access, providing a comfortable and convenient stay.
Sleeps 11, Kids Lounge, 5,000 Sqft - Anguilla
10 13 reviews

Sleeps 11, Kids Lounge, 5,000 Sqft

house
Villa Okeanos is located just 150 metres above the sea rocks in Shoal Bay East, Anguilla, a short distance from the world-renowned beach. The property has excellent user, location and cleanliness ratings.
This four-bedroom, three-bathroom villa can accommodate up to 10 guests. The property features an infinity pool, BBQ grill, outdoor dining area, a bar under a covered patio, and a dedicated Kids Lounge.

Frequently asked questions about villa rentals in Anguilla

  • What are the must-see attractions in Anguilla?

    Anguilla boasts stunning beaches, of course! Shoal Bay East consistently ranks among the world's best. Then there's Rendezvous Bay, Meads Bay, and Maundays Bay, each with its own unique charm. Beyond the beaches, explore the historic Wallblake House, a beautifully preserved Georgian mansion offering a glimpse into Anguilla's past. For breathtaking views, head to the Little Bay, a secluded cove accessible only by boat or a short, somewhat challenging hike. The island also offers excellent opportunities for snorkeling and diving, with many operators offering excursions to explore the vibrant coral reefs.
  • What are the best villa rentals in Anguilla?

  • Which airports are best for accessing Anguilla?

    The main airport serving Anguilla is Clayton J. Lloyd International Airport (AXA). It's a relatively small airport, but it's conveniently located and well-connected to other Caribbean islands and the US. Many travellers fly into a larger hub like San Juan (SJU) in Puerto Rico, or Antigua (ANU), and then take a short connecting flight to Anguilla.
  • What are the best villa rentals with a pool in Anguilla?

  • What currency is used in Anguilla?

    The official currency of Anguilla is the Eastern Caribbean dollar (EC$), but US dollars are widely accepted throughout the island. Most businesses will happily accept both currencies.
  • What are the best villa rentals with a jacuzzi in Anguilla?

  • How safe is it to drive in Anguilla?

    Driving in Anguilla is generally safe, but the roads can be narrow and winding in places, particularly outside the main towns. Remember to drive on the left-hand side of the road. Renting a car can be a convenient way to explore the island at your own pace, but many visitors choose to rely on taxis or organised tours instead.
  • What are the best villa rentals for families and kids in Anguilla?

  • How can you avoid cultural misunderstandings while in Anguilla?

    Anguillians are known for their warm hospitality and laid-back attitude. A simple 'Good morning' or 'Good afternoon' goes a long way. Being respectful of local customs and traditions, such as dressing modestly when visiting churches or other religious sites, is always appreciated. Take your time, relax, and enjoy the island's unique culture at your own pace.
  • What are the best pet friendly villa rentals in Anguilla?

  • What are the headline festivals hosted in Anguilla?

    Anguilla hosts several festivals throughout the year. The Anguilla Summer Festival is a major event, usually taking place in July and August, featuring music, dancing, and cultural performances. The Anguilla Festival of the Arts takes place in April, showcasing local talent in visual arts, music, and performing arts. There are also several smaller, community-based festivals celebrating local traditions and heritage.
  • What are the best villa rentals with parking in Anguilla?

  • Which locations in Anguilla are reputed for excellent weather?

    Anguilla enjoys a tropical climate year-round, with consistently warm temperatures and sunshine. However, the best time to visit is typically during the dry season, from December to May, when rainfall is minimal. All areas of the island benefit from this generally excellent weather, but locations along the west coast, such as Meads Bay, often experience slightly calmer sea conditions.
  • Where are the best spots for a weekend stay in Anguilla?

    For a weekend getaway, many visitors opt for hotels in the areas around Meads Bay or Shoal Bay East. These locations offer easy access to some of the island's most beautiful beaches and a good selection of restaurants and bars. Smaller boutique hotels and guesthouses provide a more intimate experience.
  • Where are the best places to stay for a week in Anguilla?

    A week-long stay gives you more time to explore the island. Consider staying in a villa rental in areas like West End, offering more privacy and space. Alternatively, staying in a resort near Shoal Bay East or Rendezvous Bay provides convenient access to amenities and activities. The choice really depends on your preferences and budget.

Best Anguilla villas and holiday homes with a kitchen

Sandcastle Villa - Anguilla
10 32 reviews

Sandcastle Villa

house, Crocus Hill
Sandcastle Beach House is situated in The Valley, just a short distance from Crocus Bay Beach and Shoal Bay, offering a tranquil escape in a prime location. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This spacious villa features four bedrooms, making it ideal for families or groups of friends. The property offers a range of amenities, including a private pool and hot tub, a well-equipped kitchen, daily room service, and a host of activities like cycling, fishing, and snorkeling.
Clubhouse Suite At Bellamare - Anguilla
10 31 reviews

Clubhouse Suite At Bellamare

house, Shoal Bay Village
The Clubhouse Suite at Bellamare Estate is located on the eastern edge of Shoal Bay beach, just a short walk from the main village area. It has received excellent ratings for location, cleanliness, and user experience.
The suite offers a spacious living area with stunning ocean views, perfect for relaxing. Guests can enjoy a fully equipped kitchen, a private patio with ocean views, and access to a garden, a terrace, and parking.
Ocean View House With Gym Sauna & Plunge Pool - Anguilla
10 6 reviews

Ocean View House With Gym Sauna & Plunge Pool

house
This guest house in West End is a 1-minute walk from the Anguilla Arch and a 2-minute walk to a secluded beach.
Offering accommodation for two guests, this modern apartment boasts ocean views, a private cinema room with a bar and arcade machines, a games area with a pool table and air hockey, and access to a large gym and an indoor pool with a sauna.
Quintessence - The Grand Mansion - Anguilla
No reviews

Quintessence - The Grand Mansion

house
The Grand Mansion, a beachfront colonial estate in Anguilla's Long Bay Village area, is situated a short distance from Long Bay and eight minutes (approximately 6.4 km) from the Cuisinart Golf Resort, offering convenient access to The Valley's cultural attractions.
This nine-bedroom, nine-bathroom property sleeps up to twenty-two guests, boasting an infinity pool, hot tub, sauna, tennis court, Q Restaurant (with buyout option), and 24-hour butler service; enjoy activities including billiards and life-size chess.

Best Anguilla villas and holiday homes with parking

Villa En Bord De Mer Piscine, Jacuzzi Et Kayaks - Anguilla
9.9 72 reviews

Villa En Bord De Mer Piscine, Jacuzzi Et Kayaks

house
This oceanfront villa is located in Island Harbour, just 5km from Shoal Bay and within walking distance of bars and restaurants. It has excellent user, location, and cleanliness ratings.
The villa is a 2-bedroom, 2-bathroom property that can accommodate up to 6 guests. It includes a private pool, Jacuzzi, and outdoor shower, along with two kayaks and two paddle boards for exploring the surrounding waters.
Villa Oasis In Shoal Bay - Anguilla
10 1 review

Villa Oasis In Shoal Bay

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Villa Waves is a luxurious three-bedroom villa located just 3.2 km from Shoal Bay Beach, within easy reach of the restaurants and bars of Shoal Bay Village. The villa offers a private pool, a terrace, and outdoor dining area, making it an ideal choice for families or groups of up to six guests seeking a relaxing and comfortable stay.
Château Genesis : Cozy Caribbean Retreat - Anguilla
10 5 reviews

Château Genesis : Cozy Caribbean Retreat

house, West End
This West End Village villa is less than 2km from Barnes Bay and Meads Bay, offering easy access to Anguilla Arch and West End Bay.
The three-bedroom property boasts a private fenced yard, swimming pool, fitness centre, and fully equipped kitchen, alongside concierge services and free Wi-Fi; nearby amenities include barbecue grills and laundry facilities.
1 Bd Apt At Da'vida's Crocus Bay #4 - Anguilla
9.4 17 reviews

1 Bd Apt At Da'vida's Crocus Bay #4

house
This Crocus Bay cottage, a 20-second stroll from Crocus Bay Beach, enjoys a central location between West End resorts and Shoal Bay East, approximately 5 km from Anguilla Airport and close to The Valley.
The one-bedroom, one-bathroom property, sleeping two guests, offers a kitchen with fridge and microwave, air conditioning, garden, parking, and is situated on the grounds of Da'Vida Beach Club restaurant, potentially providing access to further amenities.
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